this is because the career of Peter Easton (1570–1620) came so early in the history of English piracy. He was the scion of a family that was admired and respected for its service to the Crown, not only for having fought in the Crusades under Richard the Lionheart, but also for having distinguished themselves in the defeat of the Spanish Armada. Peter Easton himself was still a loyal servant of Queen Elizabeth in 1602, when she commissioned him as a privateer and gave him command of a convoy that was to protect the British fishing fleet in Newfoundland. His commission from the Queen gave Easton the legal right to press local fishermen into his service and to attack enemy ships and wharves with impunity; he was actually encouraged to capture any Spanish ship that he could. Aboard his flagship Happy Adventure, with what had once been the Crusader flag, the St. George’s Cross, at its masthead, Easton enjoyed immediate success. His career as a privateer was short-lived, however, because when Elizabeth died in March 1603 her successor, James I, promptly sued for peace with Spain. Easton’s continued attacks on Spanish ships turned him into the first notorious British pirate, a role he played with remarkable dash and vigor. For the next decade, he and his fleet captured Spanish ships from the West Indies to the Mediterranean, taking enormous wealth in gold, while at the same time extorting protection money from English ships throughout the Atlantic Ocean. In 1610, his convoy successfully blockaded Bristol Channel, which gave Easton control of all shipping that came and went from British ports in the west of England. Throughout this time, Easton maintained his headquarters in Newfoundland, where his home base was an island in Placentia Bay called Oderin. Horseshoe-shaped and composed mainly of high hills, Oderin’s sheltered harbor not only had room for all of Easton’s ships, but it also concealed them from virtually every approach. (Placentia Bay was also the protected body of water where Franklin D. Roosevelt and Winston Churchill met aboard a ship to draft the Atlantic Charter as they prepared to join forces in World War II.) In Newfoundland, Easton continued to fill his ranks with men from English fishing vessels. Many were pressed into service, but it was widely reported that most of the fifteen hundred fishermen who joined Easton’s crews did so voluntarily.
The British captain Sir Richard Whitbourne, in his work Discourse and Discovery of Newfoundland, recalled that in late 1611 he had met “the famous pirate, Peter Easton, who then commanded ten stout ships.” Whitbourne’s encounter with Easton was more than a meeting. In fact, the pirate captured and plundered all of the thirty ships under Whitbourne’s command at St. John’s (today the largest city in Newfoundland) and took Whitbourne himself prisoner. The captain was not released until he pledged to obtain a pardon for Easton upon his return to England.
Even after turning Whitbourne loose, though, Easton remained unrelenting. In June 1612, by Whitbourne’s account, Easton sailed into Harbour Grace, where he stole five ships, a hundred cannons, and “goods to the value of £10,400”—millions of dollars in today’s money. The pirate also “induced” an additional five hundred English fishermen to join his crews and robbed assorted French, Flemish, and Portuguese ships of their cargos and provisions. On the mainland, his crews robbed settlers, burned their forests, and murdered those who resisted.
Easton’s behavior was not entirely malign, Whitbourne would point out when he submitted his request that the pirate be pardoned. Easton, then in near-total control of Canada’s Atlantic coast, had permitted the first man appointed by the Crown as proprietary governor of Newfoundland, John Guy, to form the island’s founding British colony at Cuper’s Cove. He would not allow Guy to form a second colony, however.
By the time Easton’s pardon was granted by King James I, he was working the Barbary Coast, where he took a number of Spanish ships. From there he sailed to the Caribbean, where it was reported he had breached the purportedly unassailable fort at San Felipe del Morrow in Puerto Rico (which had previously withstood a siege by Sir Francis Drake). Whether that is true or not, Easton certainly captured the treasure-laden Spanish ship San Sebastian, which he hauled back to Newfoundland. On discovering that his pardon had been granted, Easton retired to Villefranche on the French Riviera with two million pounds of gold, wealth that permitted him to acquire the title marquis of Savoy and live out the remainder of his days in splendor.
It’s difficult to think of another outlaw in history who made crime pay better than Peter Easton. Among his admirers is Marty Lagina, one of the two brothers who have driven the treasure hunt on Oak Island since 2007. It was Marty who first suggested to me that Easton might be the man behind the works on Oak Island: “This was a very smart guy, and he wouldn’t have just sailed off with all his wealth and risked losing it on the sea or on land. He would have kept something in reserve, hidden. Why not on Oak Island?”
While Easton may have had motive and opportunity, there’s absolutely no evidence that connects him with Oak Island. Placentia Bay is more than a thousand miles from Mahone Bay. The idea that Easton was responsible for what took place on the island certainly can’t be dismissed, but that’s about the extent of the theory’s viability.
Of course, the evidence is even thinner for the numerous other famous pirates who have been linked to Oak Island. Those who propose Edward “Blackbeard” Teach (1680–1718) as the man behind the Money Pit like to cite his famous boast that “I’ve buried my money where none but Satan and myself can find it, and the one that lives longest takes all,” but that’s about all they have. There’s nothing to indicate that Teach was ever anywhere near Nova Scotia. Henry Morgan (1635–1688) is another candidate who has been suggested. Those who back Morgan note that after sacking the city of Panama in August 1670, the famous pirate captain and his crew sailed away with spoils of gold, silver, and gemstones worth well over $100 million in today’s values. Just six months later, Morgan, suspecting a mutiny among his men, slipped away during the night. Aside from the fact that the treasure of Panama has never been found or accounted for, however, there’s nothing that connects Morgan to Nova Scotia, let alone to Oak Island.
A slightly more plausible case might be made for Sir William Phipps (1650–1694). Phipps was a privateer who managed to remain in the good graces of the Crown, in large part because of a spectacular early success. In 1687 and 1688 Phipps led a pair of expeditions that recovered the Concepcion, an almiranta or “flagship galleon,” of the Spanish fleet that had foundered on a reef along Hispaniola’s Ambrosia Bank more than forty years earlier and was still loaded with a fantastic thirty-four-ton treasure of silver coins, silver bullion, gold doubloons, gemstones, and Chinese porcelain that was worth well over a $1 billion in today’s money. When Phipps hauled his prize back to London, he became a wealthy man and a national hero. He was knighted and made a Sheriff of New England, where he eventually rose to the position of Massachusetts governor. While most of the other famous pirates and privateers of his time sailed the waters of the Caribbean, Phipps was quite familiar with the North Atlantic, and in fact he was almost as celebrated for his sacking of the Acadian city of Port Royal on Nova Scotia’s Bay of Fundy as he was for the capture of the Concepcion. Phipps was proposed as the originator of the Money Pit in a book titled Oak Island and Its Lost Treasure, put out by Formac, a Halifax house that has created a significant-sized cottage industry devoted to publishing works that champion doggedly researched but often weakly supported theories of Oak Island. The suggestion that Phipps kept a huge part of the treasure recovered from the Concepcion and buried it on Oak Island is something that can’t be simply shrugged off, but that’s about as much as can be said for it.
THE PEOPLE LIVING IN THE MAHONE BAY of the late eighteenth and early nineteenth centuries had just one pirate in mind when they spoke of the Oak Island treasure, however, and that was William Kidd (1645–1701). This singular focus on Captain Kidd was, I believe, largely a function of time and place. His rise to prominence came three-quarters of a century later than Peter Easton’s and took place only after he had settled in New York City. The unquestionably political circumstances of Kidd’s trial and execution by the British Crown, though, were what made him a pirate legend.
Kidd was “of obscure origin” according to the Encyclopedia Britannica, though the man himself testified before the High Court of Admiralty in London that he had been born in Greenock, Scotland, in 1645. His father may have been a ship’s captain who was lost at sea, but some historians have made the case that the famous pirate was sired by a Church of Scotland minister. Historians also have made claims that in his youth Kidd served as an apprentice on a pirate ship, that he commanded a privateer in